An art major with a focus on graduation, a psychology major hoping to get into grad school, and the relationship that wasn't in the cards.

Lily has a history of men leaving her life, just like her latest boyfriend, Wes, who took off to Florida with some girl he met at a club. When her roommate, Meg Austen, tries to set her up with the quiet guy from her psychology class, she's not excited.

Ben is waiting to hear back from master's programs he's applied to as he works through his last semester for his bachelor's. He's the typical nice guy, who gets set up by everyone back home. When he receives some acceptance letters to school outside of Boston and Lily gets the internship she always wanted, it seems their relationship can't continue.

Can they get over their past fears and make it work?